Hickory Hills Holiday Rentals

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Holiday Rentals in Hickory Hills

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (419)
"I just wish that the valet parking wasn’t $75 a night! What a nightmare! Asides from that, it’s super clean and super easy to check in, and there’s an infinity pool!"
The price is NZ$390
per night
1 Jul - 2 Jul
Sentral Michigan Avenue
Sonder Market Hall
3.5 star property
8.4 out of 10, Very good, (92)
"It was perfect for my needs for the week! Great area, right across the street from a park! Within walking distance/delivery distance to several dining options! Walking distance to Rush (about 20 minutes) & had 2 bike stations within a 10 minute walk in 2 different directions! Downside was it was near a train station so it was loud when you were outside but I could barely hear it when in the apartment. Plus there was construction going on so that added to the noise. Everything in the apartment...
The price is NZ$177
per night
30 Jun - 1 Jul
Sonder Market Hall
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (307)
"Sonder rocks!"
The price is NZ$355
per night
6 Jun - 7 Jun
Sonder South Wabash
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Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (246)
"Great place! I will definitely stay there again. "
The price is NZ$502
per night
16 Jun - 17 Jun
Kasa Magnificent Mile Chicago
Found Chicago powered by Sonder
3.5 star property
7.6 out of 10, Good, (130)
"I enjoyed the fact that everything was close. The hotel was cleaned but I never saw a personal member. The code to enter didn't work and people inside had to help fellow clients to enter."
The price is NZ$326
per night
1 Jul - 2 Jul
Found Chicago powered by Sonder
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, (210)
"Loved all the neighborhood dogs & farmers market"
The price is NZ$535
per night
16 Jun - 17 Jun
Level Chicago – Old Town
Sonder The Burnham
3.5 star property
9.0 out of 10, Wonderful, (73)
"Very close to Kent Law school. "
The price is NZ$469
per night
30 Jun - 1 Jul
Sonder The Burnham
The Neighborhood Hotel-Little Italy
2.0 star property
10.0 out of 10, Exceptional, (34)
"Great property, very clean, staff was only a message away and very friendly. Definitely recommend and would stay again. "
The Neighborhood Hotel-Little Italy
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (67)
"The building was clean and attractive. Security on site. Breakfast options close by. All the best sites walking distance. Units was amazing. Kasa very engaged and accessible. River Walk, boat excursions etc. Tours etc. Right there. Rooftop pool and all amenities on site wow!"
The price is NZ$352
per night
5 Jun - 6 Jun
Kasa River North Chicago
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very good, (104)
"Loved it "
The price is NZ$421
per night
2 Jul - 3 Jul
Sonder Jewelers Row
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, (188)
"ITS A VERY NICE AND UPBEAT ESTABLISHMENT.......I ENJOYED THE STAY ONLY THING I DIDNT LIKE WAS THERE HOUSE KEEPING SCHEDULE BUT OTHER THAN THAT ITS A NICE QUIET LOCATION WITH NICE PEOPLE"
The price is NZ$155
per night
4 Jun - 5 Jun
WoodSpring Suites Chicago Addison
Kasa South Loop Chicago
4.0 star property
9.2 out of 10, Wonderful, (162)
"Highly recommend! Amazing view of the city and the lake, clean and quiet yet close to everything. Thoughtfully furnished with nice surprises like power strips, white noise machine in bedroom, electric kettle etc. It was ideal and we’d stay there again. "
Kasa South Loop Chicago
Sonder The Plymouth
3.5 star property
8.4 out of 10, Very good, (68)
"Great place to stay and visit Chicago on foot. The property was exactly what we hoped for. "
The price is NZ$376
per night
2 Jul - 3 Jul
Sonder The Plymouth
Luxury Home Away From Your Home
9.0 out of 10, Wonderful, (106)
"The host communicated well. The area was busy but felt safe. I felt it was expensive for the location. Very clean."
Luxury Home Away From Your Home
Wrigley/Southport Corridor Garden Oasis +parking!
9.8 out of 10, Exceptional, (38)
"The house was beautifully decorated, well-equipped with all necessary amenities, and perfectly located close to Wrigley Field and the local establishments. If available, I highly recommend upgrading to the garage option for parking, especially during Cubs home games. This worked out perfectly for us. Justin was very helpful and responsive to my questions. We would definitely stay here again."
Wrigley/Southport Corridor Garden Oasis +parking!
LakeHouse
10.0 out of 10, Exceptional, (7)
"Great"
LakeHouse
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
10.0 out of 10, Exceptional, (200)
"Everything was perfect. Doormen so nice & helpful. The condo is warm & welcoming. Very easy to feel at home."
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
Brand new entire 3 bedroom unit. 7 miles from dwntwn, 4 miles frm United Center
9.6 out of 10, Exceptional, (8)
"Great unit! Spacious and clean. We were able to have the best family mini vacay sharing tons of laughs and memories. I believe it is family owned, which is a bonus for us. We even crossed paths with the grandmother who was very kind and accommodating. The only downside was that the neighborhood looked a bit rough in the harsh light of day. However, we only encountered polite neighbors and an adorable doggo next door."
Brand new entire 3 bedroom unit. 7 miles from dwntwn, 4 miles frm United Center
4-Bedroom Penthouse w/ 2 Large Balconies & Rooftop
10.0 out of 10, Exceptional, (22)
"We were in town for our son’s wedding and this was the perfect location for our group. Apartment was as advertised and the host was very responsive and helpful. The rooftop provided a perfect place for some pre-wedding groom/best man photos as well."
4-Bedroom Penthouse w/ 2 Large Balconies & Rooftop
Sonder The Opal
3.5 star property
8.0 out of 10, Very good, (14)
"Great location and great apartment. Next nine we are in Chicago we’ll be staying here."
The price is NZ$428
per night
1 Jul - 2 Jul
Sonder The Opal
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See all available properties in Hickory Hills
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Hickory Hills you may be interested in

Congress Plaza Hotel
3.5 star property
7.6 out of 10, Good, (6835)
"I like the location."
The price is NZ$284
per night
16 Jun - 17 Jun
Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
8.0 out of 10, Very good, (2346)
"Great staff especially during check in process, ALMA helped us alot. Very friendly and helpful. "
The price is NZ$424
per night
1 Jul - 2 Jul
Embassy Suites by Hilton Chicago Downtown River North
River Hotel
4.0 star property
8.8 out of 10, Excellent, (2944)
"This hotel is great, the rooms are large and comfortable. The location is excellent, a very short walk to Cloud Gate and all the attractions."
The price is NZ$301
per night
3 Jul - 4 Jul
River Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Hickory Hills holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Hickory Hills. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Hickory Hills. Seeing all the best attractions is bound to make you fall in love with Hickory Hills. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Hickory Hills short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Hickory Hills?

Yes, there are holiday rentals close to the most popular sights in Hickory Hills, or you can select a more secluded option if you're looking for a relaxing stay. Hickory Hills is known for its shopping and forests. Make sure you have time to check out the restaurants while you're in the area.

What are some of the best holiday rentals that Hickory Hills has to offer?

Your Home Away From Home: This holiday home rental outside of Hickory Hills offers a fireplace, 1 hot tub and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a microwave to make your meal-planning easier.

What’s there to see and do in Hickory Hills?

Explore the area and cultural attractions such as Art Institute of Chicago, or visit one of the family-friendly sights such as Orland Park Sportsplex. In the wider area, you’ll find popular places such as Grant Park and Navy Pier.

What’s a holiday rental in Hickory Hills like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hickory Hills. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a small group gathering.

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